o-diphenylphosphino-[N-(2-hydroxyethyl)-N-methyl]aniline | 246237-89-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: o-diphenylphosphino-[N-(2-hydroxyethyl)-N-methyl]aniline
• 英文别名: ortho-diphenylphosphino-N-(2-hydroxyethyl)-N-methylaniline；2-(2-diphenylphosphanyl-N-methylanilino)ethanol
• CAS: 246237-89-8
• 化学式: C₂₁H₂₂NOP
• 分子量: 335.386
• InChiKey: MJNDZTPODCAKAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(benzonitrile)dichloroplatinum(II) 、 o-diphenylphosphino-[N-(2-hydroxyethyl)-N-methyl]aniline 以 苯 为溶剂， 反应 3.0h， 以65%的产率得到
  参考文献：
  名称：

  Platinum complexes of P,N- and P,N,P-ligands and their application in the hydroformylation of styrene

  摘要：

  Neutral complexes of the formula PtCl2(L) (where L - ortho-diphenylphosphino-N-(2-hydroxyethyl)-N-methylaniline (1), ortho-diphenylphosphino-N-2-(diphenylphoshinoxy)-ethyl)-N-methylaniline (2) and N,N-bis(2-(diphenylphoshinoxy) ethyl) aniline (3)) were prepared. Various binding modes, such as P, Nand P, P-bidentate and monodentate coordinations were observed with these hemilabile ligands in the parent complexes and in the triphenylphosphine-added systems. P-31 NMR studies on the 'in situ' systems revealed the hemilabile character of the ligands.The platinum complexes proved to be precursors to catalysts of low activity for the hydroformylation of styrene in platinum-ligand (1, 2 or 3)-tin(II) chloride system. High chemoselectivities (up to 82%) were obtained, while the two aldehyde regioisomers were formed in almost equimolar ratio with the slight preference of the branched aldehyde, 2-phenylpropanal. Remarkable increase in regioselectivity was observed in the presence of para-toluenesulfonic acid additive using platinum-ligand (1) systems. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.10.018
• 作为产物：
  描述：

  N-苯基乙醇胺 在 正丁基锂 、 碳酸氢钠 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 94.0h， 生成 o-diphenylphosphino-[N-(2-hydroxyethyl)-N-methyl]aniline
  参考文献：
  名称：

  具有羟基或甲氧基的P，N-配体的新型铑配合物。苯乙烯的合成，表征及其在羰基化反应中的应用

  摘要：

  已经制备了两种分别包含膦基氨基醇配体和甲氧基氨基膦的新型阳离子铑（I）配合物。根据IR和NMR数据，配体是P，N键合的，并且羟基或甲氧基与金属不发生配位。将该配合物应用于苯乙烯的加氢甲酰化反应，并显示出对醛的定量化学选择性，且支化/线性比率非常好。使用具有甲氧基而不是羟基的配合物，反应速率更高。

  DOI：

  10.1016/s0022-328x(99)00181-3

文献信息

• Process for the partial hydrogenation of fatty acid esters
  申请人：Papadogianakis Georgios

  公开号：US20100022664A1

  公开（公告）日：2010-01-28

  Suggested is a process for the manufacture of unsaturated fatty acid alkyl esters or glycerides having a total content of C 18:1 of about 30 to about 80 Mol-% by partial hydrogenation of unsaturated fatty acid esters having a total content of (C18:2+C18:3) of at least 65 Mol-%—calculated on the total amount of C18 moieties in the ester—which is characterised in that the hydrogenation is conducted in an aqueous/organic two phase system in the presence of a water soluble catalyst consisting of a Group VIII metal and a hydrophilic ligand.
• US8263794B2
  申请人：——

  公开号：US8263794B2

  公开（公告）日：2012-09-11
• New rhodium complexes with P,N-ligands possessing a hydroxy or methoxy group. Synthesis, characterization and application to hydroformylation of styrene
  作者：Ioannis D Kostas、Constantinos G Screttas

  DOI：10.1016/s0022-328x(99)00181-3

  日期：1999.8

  Two new cationic rhodium(I) complexes containing a phosphino amino alcohol ligand and a methoxy amino phosphine, respectively, have been prepared. According to IR and NMR data the ligands are P,N-bonded and coordination of the hydroxy or the methoxy group to the metal does not take place. The complexes were applied to the hydroformylation of styrene and displayed a quantitative chemoselectivity for

  已经制备了两种分别包含膦基氨基醇配体和甲氧基氨基膦的新型阳离子铑（I）配合物。根据IR和NMR数据，配体是P，N键合的，并且羟基或甲氧基与金属不发生配位。将该配合物应用于苯乙烯的加氢甲酰化反应，并显示出对醛的定量化学选择性，且支化/线性比率非常好。使用具有甲氧基而不是羟基的配合物，反应速率更高。
• Platinum complexes of P,N- and P,N,P-ligands and their application in the hydroformylation of styrene
  作者：Péter Pongrácz、Ioannis D. Kostas、László Kollár

  DOI：10.1016/j.jorganchem.2012.10.018

  日期：2013.1

  Neutral complexes of the formula PtCl2(L) (where L - ortho-diphenylphosphino-N-(2-hydroxyethyl)-N-methylaniline (1), ortho-diphenylphosphino-N-2-(diphenylphoshinoxy)-ethyl)-N-methylaniline (2) and N,N-bis(2-(diphenylphoshinoxy) ethyl) aniline (3)) were prepared. Various binding modes, such as P, Nand P, P-bidentate and monodentate coordinations were observed with these hemilabile ligands in the parent complexes and in the triphenylphosphine-added systems. P-31 NMR studies on the 'in situ' systems revealed the hemilabile character of the ligands.The platinum complexes proved to be precursors to catalysts of low activity for the hydroformylation of styrene in platinum-ligand (1, 2 or 3)-tin(II) chloride system. High chemoselectivities (up to 82%) were obtained, while the two aldehyde regioisomers were formed in almost equimolar ratio with the slight preference of the branched aldehyde, 2-phenylpropanal. Remarkable increase in regioselectivity was observed in the presence of para-toluenesulfonic acid additive using platinum-ligand (1) systems. (C) 2012 Elsevier B. V. All rights reserved.